One-pot synthesis of 3-substituted-3-hydroxyindolin-2-ones: three component coupling of N-protected isatin, aryne precursor and 1,3-cyclodione under metal-free conditions,New Journal of Chemistry

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One-pot synthesis of 3-substituted-3-hydroxyindolin-2-ones: three component coupling of N-protected isatin, aryne precursor and 1,3-cyclodione under metal-free conditions
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2021-11-13 , DOI: 10.1039/d1nj04295e
Hemanta Hazarika _{1,

2} , Kangkana Chutia ₁ , Babulal Das ₃ , Pranjal Gogoi _{1,

2}

Affiliation

An aryne-based synthetic protocol has been developed for the synthesis of 3-substituted-3-hydroxy-indolin-2-ones. A wide variety of 3-hydroxyindolin-2-ones were synthesized in good yields under metal-free conditions via three component coupling of N-protected isatin, aryne precursor, and 1,3-cyclodione. One of our synthesized compounds has been unambiguously confirmed by single crystal XRD analysis. Further, treating the synthesized 3-hydroxyindolin-2-one derivatives with an inorganic base at high temperature leads to an interesting o-arylated product of 1,3-cyclohexandione.

中文翻译：

3-取代-3-羟基吲哚-2-酮的一锅合成：N-保护的靛红、芳炔前体和1,3-环二酮在无金属条件下的三组分偶联

已经开发了一种基于芳烃的合成协议，用于合成 3-取代-3-羟基-吲哚-2-酮。在无金属条件下，通过N保护的靛红、芳炔前体和 1,3-环二酮的三组分偶联，以良好的产率合成了多种 3-羟基吲哚-2-酮。我们合成的一种化合物已通过单晶 XRD 分析得到明确证实。此外，在高温下用无机碱处理合成的 3-羟基吲哚-2-one 衍生物会产生令人感兴趣的 1,3-环己二酮o-芳基化产物。

更新日期：2021-12-01

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